HCID 86752836, compound → HCID 86752835, compound

HRID 964909Notes

Reaction equation

HRID 964909 reaction equation
[Cl:1][C:2]1[C:7]([C:8](=[O:13])[C:9]([CH3:12])([CH3:11])[CH3:10])=[CH:6][N:5]=[C:4]([CH:14]([F:16])[F:15])[N:3]=1>C(O)C>[Cl:1][C:2]1[C:7]([CH:8]([OH:13])[C:9]([CH3:12])([CH3:11])[CH3:10])=[CH:6][N:5]=[C:4]([CH:14]([F:16])[F:15])[N:3]=1

Participants

3

Reactant 1

HCID 86752836HCID 86752836, compound

Product 1

HCID 86752835HCID 86752835, compoundYield 72.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.5 g of 4-chlorodifluoromethyl-5-pivaloylpyrimidine was dissolved in 50 ml of ethanol, then 1 g of a boron ammonia complex was added, and the mixture was stirred at room temperature for 1 hour. After the solvent was distilled off under reduced pressure, water was added, and extraction with chloroform was carried out. The extract layer was washed with water and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by thin-layer chromatography (developing solvent: chloroform/ethyl acetate=7/3) to obtain 1.1 g of the desired product as a viscous liquid. nD19.8 1.4623

Workup

  1. addition1 g of a boron ammonia complex was added
  2. distillationAfter the solvent was distilled off under reduced pressure, water
  3. additionwas added
  4. extractionextraction with chloroform
  5. washThe extract layer was washed with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationThe solvent was distilled off under reduced pressure
  8. customthe residue was purified by thin-layer chromatography (developing solvent: chloroform/ethyl acetate=7/3)

Sources & evidence

ORD record
ord-063eed98efad4ddaa63a25a2ec298f74
Source dataset
uspto-grants-1998_06
Patent number
US05773388

Reaction notes

Loading…